(3R,6S,9R,12S,15R,18S)-3,4,9,10,15-pentamethyl-6,12,18-tripentyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexaone

ID: ALA5179788

PubChem CID: 168272763

Max Phase: Preclinical

Molecular Formula: C32H55N3O9

Molecular Weight: 625.80

Names and Identifiers

Canonical SMILES:  CCCCC[C@@H]1OC(=O)[C@@H](C)N(C)C(=O)[C@H](CCCCC)OC(=O)[C@@H](C)N(C)C(=O)[C@H](CCCCC)OC(=O)[C@@H](C)NC1=O

Standard InChI:  InChI=1S/C32H55N3O9/c1-9-12-15-18-24-27(36)33-21(4)30(39)43-25(19-16-13-10-2)28(37)35(8)23(6)32(41)44-26(20-17-14-11-3)29(38)34(7)22(5)31(40)42-24/h21-26H,9-20H2,1-8H3,(H,33,36)/t21-,22-,23-,24+,25+,26+/m1/s1

Standard InChI Key:  HEXUKHSWOAFAFM-CXYTZJNRSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5179788

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 625.80

Molecular Weight (Monoisotopic): 625.3938

AlogP: 3.67

#Rotatable Bonds: 12

Polar Surface Area: 148.62

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.97

CX Basic pKa: ┄

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.19

Np Likeness Score: 0.88

References

1. Smith AN, Thorpe MP, Blackwell DJ, Batiste SM, Hopkins CR, Schley ND, Knollmann BC, Johnston JN..  (2022)  Structure-Activity Relationships for the N-Me- Versus N-H-Amide Modification to Macrocyclic ent-Verticilide Antiarrhythmics.,  13  (11.0): [PMID:36385927] [10.1021/acsmedchemlett.2c00377]

Source

Source(1):

• Scientific Literature